FR2198941A1 - 5-Methyl-8-hydroxy quinoline prepn - from amino-hydroxy toluene and nitro-hydroxy toluene by Skraup synthesis - Google Patents

5-Methyl-8-hydroxy quinoline prepn - from amino-hydroxy toluene and nitro-hydroxy toluene by Skraup synthesis

Info

Publication number
FR2198941A1
FR2198941A1 FR7232348A FR7232348A FR2198941A1 FR 2198941 A1 FR2198941 A1 FR 2198941A1 FR 7232348 A FR7232348 A FR 7232348A FR 7232348 A FR7232348 A FR 7232348A FR 2198941 A1 FR2198941 A1 FR 2198941A1
Authority
FR
France
Prior art keywords
hydroxy
nitro
amino
hydroxy toluene
prepn
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
FR7232348A
Other languages
French (fr)
Other versions
FR2198941B1 (en
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
PROD CHIMIQUE ET
Original Assignee
PROD CHIMIQUE ET
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by PROD CHIMIQUE ET filed Critical PROD CHIMIQUE ET
Priority to FR7232348A priority Critical patent/FR2198941A1/en
Publication of FR2198941A1 publication Critical patent/FR2198941A1/en
Application granted granted Critical
Publication of FR2198941B1 publication Critical patent/FR2198941B1/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/20—Oxygen atoms
    • C07D215/24—Oxygen atoms attached in position 8
    • C07D215/26—Alcohols; Ethers thereof

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The reaction mixt contains 2 mols m-amino-beta-hydroxytoluene (I) and 1 mol. m-nitro-beta-hydroxytoluene (II). An excess of 25% (II) may be present. The process replaces picric acid in the Skramp synthesis (glycerine plus sulphuric acid to cyclise the pyridine nucleus) as dehydrogenating agent by (I) which is converted to (II) for synthesis. Yield is much improved.
FR7232348A 1972-09-13 1972-09-13 5-Methyl-8-hydroxy quinoline prepn - from amino-hydroxy toluene and nitro-hydroxy toluene by Skraup synthesis Granted FR2198941A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7232348A FR2198941A1 (en) 1972-09-13 1972-09-13 5-Methyl-8-hydroxy quinoline prepn - from amino-hydroxy toluene and nitro-hydroxy toluene by Skraup synthesis

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7232348A FR2198941A1 (en) 1972-09-13 1972-09-13 5-Methyl-8-hydroxy quinoline prepn - from amino-hydroxy toluene and nitro-hydroxy toluene by Skraup synthesis

Publications (2)

Publication Number Publication Date
FR2198941A1 true FR2198941A1 (en) 1974-04-05
FR2198941B1 FR2198941B1 (en) 1975-03-14

Family

ID=9104185

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7232348A Granted FR2198941A1 (en) 1972-09-13 1972-09-13 5-Methyl-8-hydroxy quinoline prepn - from amino-hydroxy toluene and nitro-hydroxy toluene by Skraup synthesis

Country Status (1)

Country Link
FR (1) FR2198941A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0548520A2 (en) * 1991-12-20 1993-06-30 American Cyanamid Company Process for the manufacture of 2-alkoxymethylacrolein and its use for preparing 3-alkoxymethyl quinolines

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE14976C (en) * Dr. Z. H. ZKRAUP in Wien Process for the preparation of the oxyquinolines by treating mononitro and monamido phenols with glycerine and sulfuric acid

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE14976C (en) * Dr. Z. H. ZKRAUP in Wien Process for the preparation of the oxyquinolines by treating mononitro and monamido phenols with glycerine and sulfuric acid

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0548520A2 (en) * 1991-12-20 1993-06-30 American Cyanamid Company Process for the manufacture of 2-alkoxymethylacrolein and its use for preparing 3-alkoxymethyl quinolines
EP0548520B1 (en) * 1991-12-20 1997-01-29 American Cyanamid Company Process for the manufacture of 2-alkoxymethylacrolein and its use for preparing 3-alkoxymethyl quinolines

Also Published As

Publication number Publication date
FR2198941B1 (en) 1975-03-14

Similar Documents

Publication Publication Date Title
GB1499115A (en) Process for the production of nitro derivatives of aromatic compounds
GB1111988A (en) 2',3'-dideoxyriboside-2',3'-olefins
FR2198941A1 (en) 5-Methyl-8-hydroxy quinoline prepn - from amino-hydroxy toluene and nitro-hydroxy toluene by Skraup synthesis
GB1324152A (en) Process for the production of alkyl cis-chrysanthemates
ES447664A1 (en) Cardenolide derivatives
GB1168455A (en) Preparation and use of Substituted Fluoran Derivatives
GB1042480A (en) Substituted pyridyl coumarins
GB1138621A (en) Imidazole derivatives
CH614940A5 (en) Process for the preparation of new terpenoaromatic amidines
GB1308055A (en) Process for the preparation of nitroximes and nitroketones
ES8502434A1 (en) N-Hydroxy-1,2-dihydro-2-oxo-5-(pyridinyl)-nicotinimidamide and their cardiotonic use
GB1194819A (en) Nitrofuran Derivatives
ES334299A1 (en) Process for preparing therapeutically useful 3-substituted benzodiazepines
GB1419243A (en) Dimorpholinomethyl cyclohexenes and their use in a process for the manufacture of aldehydes
GB1528720A (en) Process for the manufacture of aldehydes
GB1382259A (en) Process for producing quinacridones and intermediates thereof and said intermediates
GB1150397A (en) New Indole-4-Acetic Acid Compounds and Methods for Their Production
US2390593A (en) Dicarboxylic acid derivatives of lower alkyl ethers of vitamin b6, and a process of peparing the same
GB1266093A (en)
GB919311A (en) Derivatives of 14-hydroxycodeine and their preparation
GB1395893A (en) Cyanophenols their preparation andderivatives thereof
GB748846A (en) A process for the manufacture of pregnan-3(-a)-ol-20-one and derivatives thereof
GB1030022A (en) Process for the production of isoquinoline derivatives
GB1190274A (en) Production of N-beta-Hydroxyalkyl-3-Aminophenols and N-gamma-Hydroxyalkyl-3-Aminophenols
CH612184A5 (en) Process for the preparation of novel acid amides

Legal Events

Date Code Title Description
CA Change of address
CL Concession to grant licenses